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Amobarbital

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Amobarbital Basic information

Product Name:
Amobarbital
Synonyms:
  • 5-Ethyl-d5-5-(3-methylbutyl)-2,4,6-(1H,3H,5H)-pyrimidinetrione
  • Mylodor
  • NSC 10815
  • nsc10815
  • Pentymal
  • Pentymalum
  • Robarb
  • Schiwanox
CAS:
57-43-2
MF:
C11H18N2O3
MW:
226.27
EINECS:
200-330-7
Product Categories:
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Miscellaneous
  • Isotope Labeled Compounds
  • Pharmaceuticals
Mol File:
57-43-2.mol
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Amobarbital Chemical Properties

Melting point:
156-158°C
Boiling point:
367.89°C (rough estimate)
Density 
1.1376 (rough estimate)
refractive index 
1.4620 (estimate)
Flash point:
9℃
storage temp. 
-20°C
pka
8.0(at 25℃)
color 
bitter crystals or leaflets from water
Water Solubility 
<0.1 g/100 mL at 18.5 ºC
Stability:
Stable. Incompatible with strong oxidizing agents. Hygroscopic.
CAS DataBase Reference
57-43-2(CAS DataBase Reference)
NIST Chemistry Reference
Barbituric acid, 5-ethyl-5-isoamyl-(57-43-2)
EPA Substance Registry System
Amobarbital (57-43-2)
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Safety Information

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
16-36/37-45
RIDADR 
3249
WGK Germany 
1
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933530000
Hazardous Substances Data
57-43-2(Hazardous Substances Data)
Toxicity
LD50 in mice (mg/kg): 212 s.c. (Irrgang)
DEA Controlled Substances
CSCN: 2126
CSA SCH: Schedule III
NARC: No

MSDS

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Amobarbital Usage And Synthesis

Chemical Properties

Crystalline Solid

Originator

Hypnotal,Pharmacal

Uses

Controlled substance (depressant). Sedative, hypnotic

Uses

Sedative, hypnotic. Controlled substance (depressant).

Uses

Amobarbital for binding at complex I to inhibit mitochondrial electron transport. Amobarbital is regulated as a schedule II compound in the United States and intended only for forensic and research purposes.
This product is a qualified Reference Material (RM) that has been manufactured and tested to meet ISO17025 and Guide 34 guidelines. These materials are tested using validated analytical methods on qualified instrumentation to ensure traceability of measurements. All traceable RMs may be distinguished by their CofAs and can be downloaded below using the batch number located on the product label. For a representative CofA please contact our technical support.

Definition

ChEBI: A member of the class of barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hy notic properties.

Manufacturing Process

By interaction of malonic acid diethyl ester with sodium ethylate (molar ratio 1:1) and then with ethyl bromide (molar ratio 1:1) was prepared ethylmalonic acid diethyl ester. From ethylmalonic acid diethyl ester and sodium ethylate (molar ratio 1:1) and then with isopentylbromide was synthesized α-ethyl-α- isopentylmalonic acid diethyl ester. By condensation of α-ethyl-α- isopentylmalonic acid diethyl ester with urea in the presence of sodium ethylate was obtained ethyl-isopentylbarbituric acid.

brand name

Amytal Sodium (Lilly); Talamo (Marion Merrell Dow);Altinal;Alupent-sed;Ambese-la;Amobell;Amsal;Amycal;Amydorm;Amylbarb;Amylobeta;Analgilasa;Appenil;Asthmin;Beatol;Bludex;Calavon;Cuaot;Dexaspan;Dexital;Ergo-lonarid;Estimal;Etamyl;Ifenin;Isoamitil sedante;Isobec;Jalonac;Lonarid n;Medi-trol;Mudeka;Mylodorm sustrel;N 8;Neur-amyl;Novambobarb;Novogen;Obe_slim;Placidel;Protasma;Sedo-rythmodan;Sy-dexam;Transital.

Therapeutic Function

Hypnotic, Antiepileptic

World Health Organization (WHO)

Amobarbital is an intermediate-acting barbiturate which is controlled under Schedule III of the 1971 Convention on Psychotropic Substances. See WHO comment for barbiturates. (Reference: (UNCPS3) United Nations Convention on Psychotropic Substances (III), , , 1971)

General Description

White crystalline solid with no odor and a slightly bitter taste.

Air & Water Reactions

Amobarbital is hygroscopic . Insoluble in water.

Reactivity Profile

Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Hazard

May be a habit forming drug of abuse.

Fire Hazard

Flash point data for Amobarbital are not available, however, Amobarbital is probably combustible.

Safety Profile

A poison by ingestion,intravenous, intraperitoneal, and subcutaneous routes. Seealso BARBITURATES. When heated to decomposition itemits toxic fumes of NOx.

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